Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Patent
1979-05-15
1980-09-23
Helfin, Bernard
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
568386, 568391, 568393, 568397, 568405, C07C 4502
Patent
active
042242525
ABSTRACT:
Disclosed are improved procedures for preparing pinacolone from compounds of general formula (I) ##STR1## wherein, either adjacent two of A, B, C and D form a single bond between them and the remaining two are hydrogen atoms, or both A and D are hydrogen atoms and one of B and C is a hydrogen atom and the other represents OH, Cl, Br, HSO.sub.4, H.sub.2 PO.sub.4 or ClO.sub.4, and
a new procedure which enables preparing pinacolone from a compound of general formula (II) ##STR2## wherein, both W and Y are each hydrogen atoms and X and Z are the same or different and each represents OH, Cl, Br, HSO.sub.4, H.sub.2 PO.sub.4, ClO.sub.4 or RCOO wherein R is a hydrogen atom or an alkyl group of 1 to 3 carbon atoms, or one of W and Y is a hydrogen atom and the other forms a single bond together with X, and Z represents OH, Cl, Br, HSO.sub.4 H.sub.2 PO.sub.4, ClO.sub.4 or RCOO where R is defined as above. In the process of preparing pinacolone from compounds of formula (I) by reacting them with formaldehyde in the presence of a strong inorganic acid, the process can be improved by adding a salt of a strong inorganic acid, or a compound of formula (II). Pinacolone can also be produced by heating a compound of general formula (II) in the presence of a strong inorganic acid and this reaction, too, can be improved by the addition of a salt of a strong inorganic acid. The use of a salt of a strong inorganic acid according to the invention makes it possible to reduce the concentration and the amount of strong acid normally required, and to improve the yield of pinacolone.
REFERENCES:
patent: 4057583 (1977-11-01), Merz et al.
patent: 4059634 (1977-11-01), Smith
patent: 4146581 (1979-03-01), Nissen
Kyo Sunao
Tanaka Hidetsugu
Tsuchiya Haruo
Helfin Bernard
Kramer Barry
Kuraray Co. Ltd.
Reamer James H.
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